Jefferson Street Vacation Packages

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Top Holiday Package Deals in Jefferson Street

Price found within the past 48 hours. Click for updated prices.

Capital O 3Y Motel Mount Vernon Renfro Valley

CA $1,067

per person

Nov 5 - Nov 12

found 1 day ago

Roundtrip non-stop flight included

Calgary (YYC) to Lexington (LEX)

5.4/10 (52 reviews)

Close to highway. Alot of Flies and a huge dead spider. Door doesnt shut properly so small animals and bugs can get in. Towels were “pre stained”. To be fair, I paid like 45$ for the night and you cant expect too much.

Reviewed on Aug 29, 2026

Motel 6 Somerset, KY

CA $1,137

per person

Nov 5 - Nov 12

found 1 day ago

Roundtrip non-stop flight included

Calgary (YYC) to Lexington (LEX)

6.8/10 (245 reviews)

7 Gables Motel Burnside Near Somerset US 27

CA $1,234

per person

Nov 5 - Nov 12

found 1 day ago

Roundtrip non-stop flight included

Calgary (YYC) to Lexington (LEX)

7.4/10 Good! (39 reviews)

So if you stay here,,make sure you get there during business hours,,which Vary. No check in 24hrs a day! Plenty of Weekly renters there, who like to sit outside late and talk.room rates vary dramatically based on where you book them. Staff,what little there is,is friendly,but not knowledgeable. Rooms were okay,,clean,,old furnishings. Mattress was comfortable. Don't expect much from the breakfast offered. Overall Okay at best experience. You pay for what you get. Pool was nice!

Reviewed on Sep 15, 2026

HOTELWORLD INN & SUITES

CA $1,086

per person

Nov 5 - Nov 12

found 1 day ago

Roundtrip non-stop flight included

Calgary (YYC) to Lexington (LEX)

6/10 (17 reviews)

The rooms are nice and clean pet they love

Reviewed on Sep 23, 2026

Holiday Inn Express & Suites Somerset Central by IHG

CA $1,378

per person

Nov 5 - Nov 12

found 1 day ago

Roundtrip non-stop flight included

Calgary (YYC) to Lexington (LEX)

9.4/10 Exceptional! (596 reviews)

😉

Reviewed on Sep 16, 2026

Where to stay in Jefferson Street

Find the best Jefferson Street areas and neighborhoods for the activities you enjoy most. Learn more about Jefferson Street

A parade with people in colorful costumes on a wet street.

Downtown Lexington

2 out of top 10 points of interest in this area

While visiting Downtown Lexington, you might make a stop by sights like Lexington Opera House and Rupp Arena.

A river with a bridge, a town with historic buildings, and a hilly landscape in the background.

Liberty Area

If you're spending some time in Liberty Area, Hamburg Place and Hamburg Pavilion are top sights worth seeing.

Northside District

If you're spending some time in Northside District, Lexington Opera House and West Sixth Brewing are top sights worth seeing.

A grand building with large wooden doors and a sign reading "First Methodist Episcopal Church South."

Historic South Hill

While Historic South Hill might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Lexington Memorial Coliseum and Rupp Arena.

A paved pathway flanked by trees and a wooden fence.

Beaumont Residential

If you're looking for some top things to see and do in Beaumont Residential and surrounding area, you can visit Kentucky Aviation Museum and Keeneland Racing Course.

Jefferson Street Hotel Deals

Holiday Inn Express Lexington - Horse Park Area by IHG

1935 Stanton Way, 1935 4 yes Lexington KY

Fully refundable

CA $146

CA $169 total

Sep 29 - Sep 30

includes taxes & fees

9.4/10 Exceptional! (2,239 reviews)

"Fabulous continental breakfast!"

Reviewed on Sep 24, 2026

Hyatt Regency Lexington

401 W High St Lexington KY

Fully refundableReserve now, pay when you stay

CA $190

CA $221 total

Oct 1 - Oct 2

includes taxes & fees

8.8/10 Excellent! (1,003 reviews)

"I loved the cleanliness of the property and the professional attitude of the staff."

Reviewed on Sep 25, 2026

21c Museum Hotel Lexington

167 West Main Street Lexington KY

Fully refundableReserve now, pay when you stay

CA $227

CA $270 total

Oct 12 - Oct 13

includes taxes & fees

8.8/10 Excellent! (1,002 reviews)

"Comfy beds, clean room, great bathroom lighting. Great location downtown! Wish restaurant was open"

Reviewed on Sep 24, 2026

See all 879 properties in Jefferson Street

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.